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61
Active Sissy Stories
/ Re: Tinkydrew
« Last post by Simonssister on September 25, 2025, 05:19:26 AM »
No pressure, RibbonBound – but having read this story through for the third time, I hope very much you will have time at some point to continue it.  Not only a great plot, but your descriptions of sights and sounds and feelings are so vivid and imaginative, which makes it all the more alive and real.   
62
Active Sissy Stories
/ Re: Peter was a petty criminal
« Last post by sissy servant 737-820-633 on September 21, 2025, 12:49:58 AM »
great story,, moving all the time,, one predicament to the next.
63
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on September 20, 2025, 05:58:31 PM »
Thanks, RibbonBound - that means a lot.  I hope future developments prove equally interesting!
64
Active Sissy Stories
/ Re: Proof of Intent
« Last post by Baby Samantha on September 20, 2025, 05:20:38 PM »
WOW - another great chapter, thank you so much for posting. I can’t wait will the next one x
65
Active Sissy Stories
/ Re: Proof of Intent
« Last post by BabyJay on September 20, 2025, 12:36:30 PM »
Delightful. Lisa now has James exactly where she wants him. A cute little baby girl who she can dress up however she wants. Will she take Nanny Caroline and Him shopping for more cute baby dresses and pretty rumba knickers. Maybe change his name to a more appropriate Little girl name?
66
Active Sissy Stories
/ Re: Proof of Intent
« Last post by antonia on September 20, 2025, 06:35:45 AM »
Sorry for the delay, hope you enjoy the next episode!

Chapter 10

James was a very surprised little man when Caroline appeared in full uniform with a white bibbed apron protecting her. In the front of her bib were a quartet of pink tipped nappy pins shining bright and ready for action. In the pocket a brand-new sterilised dummy ready to replace the one he was suc-king with a passion.

“I’m Nanny” announced Caroline “and I am going to be looking after you from now on” she explained calmly, peeling back his blanket and revealing a big baby in an oversized baby gro. “Now let’s have your ‘shoo shoo’” she said taking his fluffy white shawl and folding it in half and putting it carefully over the end of his cot. James looked very disturbed. “Don’t worry sweetheart, you’ll get it back when you have a clean nappy on.”

She undid the poppers between his legs and exposed a very wet nappy steaming inside his clear plastic pants. Caroline was pleased that he was well adapted to nappy changes and cooperated in every way while she peeled down his plastic pants, removed the wet terry cloth and carefully cleaned him up. There was no indication that he was experiencing any sexual thrill from the experience, indeed his sissy stick was hard to get a grip on, as she carefully applied the special cream. “Have you done poo poo today?” she asked him. James shook his head “Okay, then I will put an extra thick nappy liner in the back of your nappy, to protect them. Your mummy bought the best, softest nappies that money can buy, so we don’t want them all spoiled by you having a leak when you’re soiling them do we?”

James suddenly chose that moment to have an erection. “Oh, that’s it! My baby boy likes making his nanny a dirty, stinky nappy doesn’t he? Well that’s alright sweetheart, you go ahead and do what all babies do in their nappies. She continued to massage in his reduction cream, before moving on to the thick zinc and castor oil cream. His manhood was certainly very undeveloped and lacked both length and girth despite being quite hard by the time she had applied the creams. “This little soldier is better off wetting a nappy than pleasing a woman, because it really is on the small size and judging by the nappy I have just taken off, you are really good at using your nappies for wetting.”

“Right. Let us put you in a clean nappy” she said as she folded a large terry nappy into the traditional kite shape, putting a baby’s muslin nappy as a liner and sliding the whole ensemble underneath his bottom. She slipped a folded Harrington gold seal nappy into the front as a soaker. “I have no idea how your mummy managed to find these beautiful nappies, they are so rare to find.” Caroline pulled the large bulk up between James’s legs and pulled them tight, pinning them securely with the pins she had removed earlier. His legs were forced wide apart by the huge bulk of his protection. “Tootsies up for Nanny” she commanded as she threaded his feet in to the leg holes of his huge transparent plastic panties. “Upsy daisy” she ordered as she tugged and positioned them carefully over his fluffy while terries.

She removed his pink baby gro and put it at the end of his cot ready to put in the wash basket. The next moment she had been to his wardrobe and removed what initially appeared to be a long t-shirt but on further examination revealed a row of ruffles that went round the hem of the entire garment. The sleeves that in a shirt would have been cut straight, in this garment were puffed. Caroline pulled it over his head and the result was an overgrown little baby girl wearing a pink frock best suited to a little toddler, with her thick nappies clearly visible as she sat legs akimbo in her cot. She removed his dummy which came out with a distinct ‘plop’ and seeing his distress, replaced it with a sterilised one she had in her pocket. A trip to his chest of drawers and he had a plastic backed bib tied round his neck to protect his new dress from his dribbles.

James caught a glimpse of himself in the mirror strategically placed in his nursery and immediately started to complain but his protests were completely garbled by his large dummy teat. Lisa came in at that moment carrying a pair of soft fluffy booties with pink ribbon laces and a pretty pink and white fluffy bonnet. The two women took no time in dressing up the hapless James in his additional finery.

Lisa went to a table where a set of pink leather leading reins and harness was resting. They jingled cheerfully as the little bells chimed out under the stencil of the gambling lambs on the breast plate. “No” spluttered James “no want reins” but the girls had him secured in no time at all with his hands desperately trying to undo their handiwork. Caroline fitted a set of pink mittens which concealed some stiff restraints that rendered his fingers useless. She clipped the mittens linked by a set of d-rings to his harness and rendered him helpless.

They helped him out of his cot onto the floor, he was unsteady on his feet having been in his cot for so many hours and with the thickness of his nappy he had no option but to swing first one leg and then the other to walk giving him the distinct waddle of a baby learning to walk. He stopped suddenly and looked back to his cot, where his baby shawl was resting. Both girls noticed his urgent need for his source of comfort. “Do you promise to be a good baba, if we give you your ‘shoo shoo’?” asked Lisa. James with a look of defeat nodded his head and suc-ked his dummy intently. “OK, if you are good then we can let you have your handy pandies back.” James grabbed the shawl as best he could with his restricted grip and immediately rubbed the soft wool to the side of his face.

“That’s a very good baby” said Caroline “it is going to be a pleasure looking after you little one” she said to him but intending the comment to be as much for Lisa as him. She gave a tug on his reins “time for your tea.”

They made their way to the kitchen where his high chair was clean, ready and waiting. He got into the plastic lined seat and his bulky nappies were clearly visible between his legs as the tray was swung in front of him and secured. James could not fail to notice that Caroline also wore a bracelet that had an ornamental fob that automatically locked and unlocked his furniture. His reins were secured to the high chair and the chair harness fitted as well for complete security – this baby was not going anywhere. He spat out his dummy and picked up the bottle offered to him and took it in both hands putting the nipple eagerly into his mouth and suc-king down the contents. The milk contained a rich blend of female hormones and muscle relaxing drugs that would cement his journey to being a completely incontinent little baby girl for his mummy totally dependent on her nappies and completely addicted to her dummy and soft shawl.

67
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by RibbonBound on September 19, 2025, 08:33:44 PM »
I just wanted to take a moment to sincerely thank you for your incredible story. It’s clear how much heart and effort went into your work, and I’m truly grateful you chose to share it.

The situation with Timmy being teased by the idea of Bobby in a dress, chapter 243, was one of the hottest things I've ever read.  All the details about the outfits, like the little crotch loops and plugs and their effect on the boys is incredible.  Your creativity with the outfits is just mind-bending!  But where you're taking the story now, with Bobby in his little blue dress...

I’m already looking forward to whatever you write next.
68
Active Sissy Stories
/ Re: The Second Floor (#44)
« Last post by petticoated on September 19, 2025, 09:40:47 AM »
"It's okay, little leighton," Emily teased. 'Mummy' Emily doesn't mind if you play with Mummy's Pettiskirts while Mistress Dorian Petticoats sissy Allison.. Go ahead," Emily encouraged, grabbing leighton's weak effeminate little boy's hand and guiding it to "playtime" with Her white tulle pettis. Emily then began to play with leighton's pretty long hair, whispering in his ear, "Petticoats, Makeup, and Lace. And, of course, Short Sissy Party Frocks...for My sweet little pantywaist? Serving tea to My Girlfriends while they laugh at you? My brave little sissy? Petticoated and Emasculated?"...
69
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on September 18, 2025, 12:50:45 PM »
Chapter 250.

It took Cynthia less than ten minutes to find a plain blue satin dress which fitted.  The matching panties, tights and shoes were no problem.  May rather coyly mentioned the pink latex panties.
“Oh, naturally he should have some latex,” smiled Cynthia.  I’ll find some him very fine light ones he can wear under the satin ones – okay?”
“Perfect, thank you, Cynthia.  Tim could hardly ask for more.”
“We’ll give him a padded training bra.  He’s coming on, but I guess it’ll be a while yet.  I’ll box up a handbag and some little spandex gloves as well, in case he goes out somewhere posh.  Now, come with me and let’s see what Trish has in mind.”
Trish turned out to be a rather cool-looking young lady with short dyed blonde hair, multiple ear-piercings, dressed in torn jeans and a black vest, and with tattoos of Japanese warriors on both arms.  She looked at Bobby critically.
“Blue satin party dress, puff sleeves, white tights,” said Cynthia, matter-of-factly.
“Traditional,” said Trish.  “Cute.  I get it.”  In that case I’d suggest a tint.  Blonde and blue – too predictable.  Maybe some extensions?  Pale eye shadow, subtle makeup.  I’ll need to see the dress.”
“I’ll have it sent in.”
“Okay.  Let’s go, mate.”
“Can I watch?” asked May.
“Please yourself.”
“Do you mind, Bobby?”
“No.  I’d feel better if you were there.”
So she followed Trish and Bobby through a back door, leaving Cynthia smiling after them. 

The makeover took over an hour.  First Trish found a pair of light brown extensions which she said would suit him, they washed and tinted his hair to match.  She dried his hair and attached the extensions, shaping and pinning and texturizing so his real hair and the extensions looked as one.
“I’m using clip-ins, which I wouldn’t normally do, but I understand he may need to take them off for work.  They’ll still look good, don’t worry.”
She finished with mousse and a big blue ribbon that went perfectly with the party-style of the dress.  Then she did his nails with a pale blue translucent polish, and did his makeup – subtle eye-shadow, mascara and lip-gloss.  She gave him a spray of scent, and he was done.  She gave May a bottle of the same scent.
“Here – pop this in his handbag.  Cynthia’s already put in a little makeup set and a couple of bangles, I see.”
May couldn’t take her eyes off him.  To all intents and purposes, he was a girl.  The tension between his appearance, and the knowledge he was actually a boy, affected her quite profoundly.  She felt a physical pain, in her chest, a sort of yearning – but for what, or why, she couldn’t say. 

They left hand in hand.  As she drove, she kept taking peeps at the happy person sitting next to her. He was ecstatic.  The satin dress was so light and crisp, the feeling of his shiny nails and glossy lips so exciting, he couldn’t stop talking, eulogising about Fantastex, and speculating about what other dresses may be in the pipeline.  He looked so pretty, May considered pulling off into a lay-by and snogging him.  But she didn’t want to muss his perfect makeover, so she resisted the temptation.  “Later,” she thought.  Since Tim would still be working, she stopped at a café a couple of miles from the Centre, and they sat there chatting for some time.  The only people that noticed them were a few young guys – who all seemed more interested in Bobby than in her.  “If only they knew,” she thought, with a smile.  “Tim’s gonna have a heart attack!”

When they finally got back to Pitt’s Wood, she took him down the back of the new stable block, so no-one would see them.  Before they went in, she took one photo of him posing outside the boot parlour, beaming with delight.  It was her favourite snap of all time…
 

70
Active Sissy Stories
/ Re: His Aunt Nicole
« Last post by Simonssister on September 18, 2025, 12:45:19 PM »
Chapter 249.

Saturday lunchtime, the boot parlour.  Bobby in his civvies, Tim in full uniform, butt-plug set to zero – to avoid startling Phillipa – sulking quietly that he had to stay and work whilst Bobby went off having fun.
“Where you goin’ anyway?”
“No idea, Tim.  Some sort of surprise, May said.”
“Well fink of me slavin’ away ‘ere while you’re enjoyin’ yerself, won’t you?”
“The image won’t leave my mind for a second, I promise you.”
“Yeah right.  Now shove off before I kick yer out…”
With which fond farewell, Tim disappeared into the waiting-room on the way to check all his equipment was ready.  A moment later May walked in.
“Ready, Bobby?”
“Yes.  You’re not going to tell me…”
“No.  You’ll find out.  You’ll be happy – I think.”

It was half an hour’s drive.  As they pulled into the estate, Bobby twigged.
“Fantastex!  Why are we here today?”
“Cynthia has something for you.”
“Not my dress?”
“Not the dress.  But a dress, at least.  It’s as much a surprise for Tim as for you.”
“Wow.  That’s cool.  Do you know what it’s like?”
May parked outside the Fantastex building, an unostentatious single-story affair that had years ago been a manufactory of cardboard boxes, and still sported frosted windows along one side.  The front, though, had long clear glass pains and a colourful sign in puffy letters.  They climbed out of the car and entered.
Daphne was on reception as usual, sitting behind a till, on the phone to a customer.
“Yes, Wednesday.  Come early if you can – we get busy after about eleven.  I’ll tell Cynthia about the modifications.  Yes.  Yes.  Thanks, Mrs Cooper.  My pleasure.”
She put down the phone and smiled at them.  “You’re Bobby, aren’t you?”
“Yes.  This is my friend May.”
“Nice to meet you.  Cynthia’s in her office.”  She pointed.  “Follow the wall and you can’t miss her.”

May led the way, taking her time and taking in the racks of latex outfits, catsuits, dresses, all sorts of things, with great interest.  They spotted Cynthia sitting at her desk in a utilitarian alcove lined with grey filing cabinets and swatches of latex.  She jumped up when she saw them.
“Bobby!  You made it.  And you must be May.  Nice to meet you.”
“And you, Cynthia.  I’ve heard a lot about you.”
“Good or bad?  Never mind, I don’t care.  Now, Bobby, I understand from May here that you and your colleague Tim are interested in finding you a dress.  Right?”
“Well, yes…  But I thought it was still in the design stage…”
“Oh, it is.  I should say, they are…  But we have so much stock, I’m sure I can find you something for now.  Blue satin, is it?”
“Er…yes…”
“Your choice, or…”
“Tim’s,” grinned May.  “He thinks Bobby’ll look nice in blue satin and white tights.  I think he’s probably right.”
“Me too, Bobby – though you’d look good in anything.  But I’ll tell you what we’re going to do.  As a surprise for Tim, we find you the clothes, yes, but we’ll also give you a complete makeover.  So when you go back to the Centre, you can give him the surprise of his life…”
“Really?”
“Oh yes.  You wait.  I’m as excited as you are.  You’re going to make such a pretty girl.  May?  We’re going to need your advice.  Let’s go into the back and finds the outfit first, then I’ll introduce you to Trish.  She’ll take care of everything else…”
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